Nitrogen → 16-[N,N-bis(2-hydroxyethyl)amino]-1-hexadecanol

HRID 1115

反応式

HRID 1115 の反応式
[H-].[H-].[H-].[H-].[Li+].[Al+3].N#N.[OH:9][CH2:10][CH2:11][N:12]([CH2:31][CH2:32][OH:33])[C:13](=O)[CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][OH:29].[OH-].[K+]>O1CCCC1>[OH:33][CH2:32][CH2:31][N:12]([CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][OH:29])[CH2:11][CH2:10][OH:9]

参加物

6

反応物 4

HCID 947NitrogenHCID 14797Potassium HydroxideHCID 19694613N,N-bis(2-hydroxyethyl)-16-hydroxyhexadecanamideHCID 21226445Aluminium lithium hydride

生成物 1

HCID 2201514616-[N,N-bis(2-hydroxyethyl)amino]-1-hexadecanol収率 62%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
65 °C

実験手順

A 500-ml flask equipped with a stirrer and reflux condenser was charged with 3.01 g (79.3 mmol) of LiAlH4 and 200 ml of tetrahydrofuran. While stirring the mixture at room temperature in an N2 atmosphere, 5.00 g (13.9 mmol) of N,N-bis(2-hydroxyethyl)-16-hydroxyhexadecanamide were added, followed by stirring at 65° C. for 18 hours. After cooling the reaction mixture to room temperature, 15 g of 3% aqueous KOH were added, and a salt deposited was separated by filtration. The solvent was then distilled off under reduced pressure, and the resultant residue was purified by column chromatography on silica gel, thereby obtaining 2.98 g (yield: 62%) of the title compound (IId-3).

後処理

  1. customA 500-ml flask equipped with a stirrer
  2. temperaturereflux condenser
  3. additionwere added
  4. temperatureAfter cooling the reaction mixture to room temperature
  5. customa salt deposited was separated by filtration
  6. distillationThe solvent was then distilled off under reduced pressure
  7. customthe resultant residue was purified by column chromatography on silica gel

出典と根拠

ORDレコード
ord-f7c05078e24046a8887d238bff8b0c4f
出典データセット
uspto-grants-1998_03
特許番号
US05723497

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